Dual activation process in a copper(II)oxoisoindoline-catalyzed catechol oxidation

J. Kaizer, Tamás Csay, G. Speier, Michel Giorgi

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

The mononuclear [Cu(3′MePyOIND)2] (3′MePyOINDH: 3-(3′-methyl-2′-pyridylimino)isoindoline-1-one) complex has been prepared and characterized by various techniques such as elemental analysis, IR, UV-vis and ESR spectroscopy. The title compound was suitable as catalyst for the catalytic oxidation of 3,5-di-tert-butylcatechol (3,5-DTBC-H2) to 3,5-di-tert-butyl-1,2-benzoquinone (3,5-DTBQ) (catecholase activity) with dioxygen at ambient condition in good yields. Kinetic measurements revealed first-order dependence on the catalyst and dioxygen concentration and saturation type behavior with respect to the corresponding substrate. It was also found that the complex shows dual effects, acts as a base deprotonating 3,5-DTBC-H2 and also as a redox catalyst, activating O2 during the oxidation reaction.

Original languageEnglish
Pages (from-to)71-76
Number of pages6
JournalJournal of Molecular Catalysis A: Chemical
Volume329
Issue number1-2
DOIs
Publication statusPublished - Aug 17 2010

Fingerprint

Copper
Chemical activation
activation
catalysts
copper
Oxidation
oxidation
Catalysts
Oxygen
Catalytic oxidation
quinones
Paramagnetic resonance
Spectroscopy
saturation
Kinetics
kinetics
Substrates
Chemical analysis
spectroscopy
catechol

Keywords

  • Biomimetic oxidation
  • Catecholase activity
  • Copper(II)
  • Indoline
  • Kinetic studies

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Process Chemistry and Technology

Cite this

Dual activation process in a copper(II)oxoisoindoline-catalyzed catechol oxidation. / Kaizer, J.; Csay, Tamás; Speier, G.; Giorgi, Michel.

In: Journal of Molecular Catalysis A: Chemical, Vol. 329, No. 1-2, 17.08.2010, p. 71-76.

Research output: Contribution to journalArticle

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